تفاعل #48536

معادلة التفاعل

4-amino-1,2,4-triazole

4-amino-1,2,4-triazole

Bromomethylcyclopropane

4-amino-1,2,4-triazole acetonitrile

acetonitrile

→

1-methylcyclopropyl-4-amino-1,2,4-triazolium bromide

المذيبات

isopropanol

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   أخرىround bottomed 250 ml flask equipped with an overhead stirrer
2. 2
   أخرىReaction mixture
3. 3
   درجة الحرارةThe reaction solution was then cooled
4. 4
   أخرىtransferred to a large round bottomed flask
5. 5
   أخرىthe solvent and excess bromomethylcyclopropane rotary evaporated away
6. 6
   أخرىThe oil was transferred to a preweighed Schlenk flask
7. 7
   أخرىThe flask and its contents were evacuated for 20 hours at ambient temperature
8. 8
   أخرىto leave a beige crystalline solid
9. 9
   أخرىThis solid was then transferred to a 500 ml round bottom flask
10. 10
    أخرىwas then placed in a refrigerator overnight
11. 11
    درجة الحرارةto cool

الإجراء التجريبي

4-amino-1,2,4-triazole 3.2154 g, 38.2 mmoles, was weighed out and dissolved into 100 ml of acetonitrile in three necked, round bottomed 250 ml flask equipped with an overhead stirrer. Bromomethylcyclopropane, 10.7539 g, 79.6 mmoles, was weighed out and added slowly to the vigorously stirred 4-amino-1,2,4-triazole/acetonitrile solution. Reaction mixture was heated to 50° C. for 5 days, at which time, thin layer chromatography revealed that no 4-amino-1,2,4-triazole remained. The reaction solution was then cooled, and transferred to a large round bottomed flask and the solvent and excess bromomethylcyclopropane rotary evaporated away. The oil was transferred to a preweighed Schlenk flask using a minimal amount of acetonitrile three 10 ml aliquots. The flask and its contents were evacuated for 20 hours at ambient temperature to leave a beige crystalline solid. This solid was then transferred to a 500 ml round bottom flask, and dissolved in hot isopropanol 200 ml. The flask was then placed in a refrigerator overnight to cool. The next day the solution was layered with 100 ml of diethyl ether and returned to cold storage. Upon standing, a large crop of white crystals were formed of 1-methylcyclopropyl-4-amino-1,2,4-triazolium bromide which were washed with three 50 ml aliquots of cold isopropyl alcohol and vacuum dried to a constant weight of 4.8167 g, 22 mmoles. Melting point: 61-63° C.; DSC onset: 150-155° C.

المصدر